HCID 69267908, compound → HCID 68873333, compound

HRID 2224861Notes

Reaction equation

HRID 2224861 reaction equation
[CH3:1][C:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([CH2:13]/[CH:14]=[CH:15]/[CH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C:3]([O:5]CC1C=CC=CC=1)=[O:4]>C(OCC)(=O)C.[Pd]>[CH3:1][C:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([CH3:18])([CH3:19])[CH3:20])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 1

HCID 69267908HCID 69267908, compound

Product 1

HCID 68873333HCID 68873333, compoundYield 99.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of Example 35C (3.32 g, 9.47 mmol) in ethyl acetate (50 mL) was treated with 10% palladium on carbon (0.332 g, 10 weight percent) and stirred under a hydrogen balloon for 72 hours. The vessel was purged with nitrogen gas and the mixture was filtered through a pad of celite and the filtrate was concentrated in vacuo to give the title compound (2.48 g, 99%). 1H NMR (300 MHz, CDCl3): δ ppm 0.84 (m, 9 H) 1.19 (m, 6 H) 1.57 (m, 3 H) 1.98 (m, 2 H) 7.34 (m, 5 H).

Workup

  1. customThe vessel was purged with nitrogen gas
  2. filtrationthe mixture was filtered through a pad of celite
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-dfca069bc31b45b092a3db2d1c079db9
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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